Functionalized Imidazo[4,5-b]pyridinium Salts: Synthesis and Use as M/NHC Precursors

Functionalized Imidazo[4,5-b]pyridinium Salts: Synthesis and Use as M/NHC Precursors Full article

Journal

Russian Journal of General Chemistry
ISSN: 1070-3632 , E-ISSN: 1608-3350

Output data

Year: 2026, Volume: 96, Number: 2, Article number : 11, Pages count : DOI: 10.1134/s1070363225606702

Authors

Shevchenko Maxim A. ¹ , Shepelenko Konstantin E. ^1,2 , Malakhov Alexei Yu. ¹ , Minyaev Mikhail E. ³ , Chernyshev Victor M. ^1,2

Affiliations

1	Platov South-Russian State Polytechnic University (NPI), 346428, Novocherkassk, Russia
2	Skolkovo Institute of Science and Technology, 121205, Moscow, Russia
3	Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, 119991, Moscow, Russia

A simple method was developed for the preparation of 7-hydroxyimidazo[4,5-b]pyridinium salts via the two-step reaction of readily available 4-amino-1,3-diarylimidazolium salts with 1,3-biselectrophiles in the presence of BF3·Et2O. The reactivity of the prepared bicyclic compounds was studied through alkylation with various reagents, leading to the synthesis of both O- and N-alkylated derivatives. The applicability of these bicyclic salts as N-heterocyclic carbene (NHC) precursors was demonstrated by their selective C2–H metallation, which afforded the corresponding Pd and Au complexes.

Shevchenko M.A. , Shepelenko K.E. , Malakhov A.Y. , Minyaev M.E. , Chernyshev V.M.
Functionalized Imidazo[4,5-b]pyridinium Salts: Synthesis and Use as M/NHC Precursors
Russian Journal of General Chemistry. 2026. V.96. N2. 11 . DOI: 10.1134/s1070363225606702 WOS Scopus OpenAlex

Submitted:	Oct 15, 2025
Published online:	Feb 13, 2026

≡ Web of science:	WOS:001696360300006
≡ Scopus:	2-s2.0-105030105732
≡ OpenAlex:	W7128794359